My Secret Diary

[modder1440]

I am your typical forty plus guy, happily married with a boy. My past hasnt been typical. To date, I lost count the number of women I bedded. Probably in the region of 250. Of which 90% are transactional, the rest being gf or fb.
I would write the real encounters of all those gf and fb. Shall write then chronologically. Here is how I lost my virginity at 21.
I met her in a pub. She was dancing seductively all night. 30 years old, looked mix blood. Am not good with my talking then. We had lotsa eye contact at the dance floor. We walked to a corner, exchanged numbers. I was with my friends that night. Hence I left the place with my friends, leaving her behind. But I called her the following day and we met.
We had dinner at boat quay. She wore tight skirt, low cut top. We invited stares. I was not sure why as I was too mesmerized by her.
We went to her place. Old and run down shophouse. She rented a room on second floor. Once we reached her place she undid my jeans and forcefully sucked me. I went on to ram her raw. To my surprise, she had a dick. I didn't mind at the time, I was dead high.
Our relationship lasted three months. We visited penang together. She introduced her friends, mostly transvestites, to me. She had a difficult past. Bullied since young, family disowned her for a period of her life.
We had sex almost every day. She was very in love. I left her to go aboard to study. She was heart broken

[Iwanboomboom]

Did you eat "her" chorizo bro?

[JustANewbie]

Good start ts, keep the updates coming.

[Kovovo]

Pls continue TS

[modder1440]

Did you eat "her" chorizo bro?

Yes I did bro. When you are in love you just what pleases her

[Rxxx3]

I wonder who cum in who hehe

[modder1440]

I left Singapore to further my education. It was a much needed break from my party lifestyle in Singapore. Being alone away allows me time to think. I came to my senses that our relationship is not realistic. I ended it.
I come from your average middle class and parents need to work hard to save money for my education. Given a choice I would not want to go overseas but due to my less than ideal results in poly I couldn't join any local university. Hence during my days in the overseas university I controlled my spending and hardly go out. I took the opportunity to brush up my English by buying lots a second hand books.
Then I picked up a habit that had such life changing effect. Online chat. I got hooked on IRC. Porn magazines we're expensive, I then spent so much time chatting with girls and exchanging porn pics. It affected me.
Then on my second year in the university, I met N. She was a first year student from Singapore. Very decent looking, plain jane JC look. Stands 167cm, slim, very fair. One you dun mind bringing home to your parents. Maybe there isn't many good looking Singaporean girls there, so she was quite popular. The Singapore an community was very small.

[modder1440]

I wonder who cum in who hehe

She knew I am straight and never use her thing on me haha...

[modder1440]

N was a brilliant student. She was very smart. She came from a well to do family and got exposed to things at early age. Her father was very strict to her and set back home by 10pm curfews when she was home. Hence when she came to study away from her home, she let her hair down a bit by trying things.
She had a very decent look but deep down she wanted to try many things. Sexually she was wild. In her first month at the university, she lost her virginity to an unknown white during one house party. I got to know is only after we got into a relationship and she confessed
We were introduced to each other. She didn't pay much attention to me but my mind was set. I liked her. But I wasn't very experienced with this and dislike the feeling of suspense. Hence my strategy is one of swift. She was the best looking among the Singaporean community hence she was enjoying the attention. I would attempt to be obvious about my feeling and if she doesn't like me I would pull away early to avoid being hurt. I bought a gift and went to her accommodation. She was very surprised but could hardly remember me. I made an impression, and she fell in love then. We meet the following weekend for movie. After the movie she invited me back to her accommodation. We chat for hours and at midnight I said it was late and shall leave. She attempted to open the door and said the door knob faulty. She lied of course. Kissed and pet for the longest time. I touched her pussy and she touch my cock for the first time. She was very wet. No condom so we dressed and when out to buy. Then back to the room and fucked. We were very in love...

[modder1440]

As I mentioned earlier, online chatting affected me dearly. It was an addiction. Hooking up was easy. The thrill of meeting up a stranger and have sex was just too addictive.
N and I came back to Singapore and continued our relationship for another two years. We would certainly have gotten married if not for my online betrayals.
I chatted with S in irc one night and decided to meet up that same night. She wanted someone for cuddle. She caught her husband committed adultery and was down. I was right place right time.
she picked me up and drove to nearby garden. We fondled and kissed passionately. Then guilt got to her and she asked to stopped. She sent me home. We continued to chat over irc. We decided to meet again. Her rule was clear. Strictly no intercourse. I agreed.
S was about 158cm, very flat, fair skin,
short hair. She isn't my type appearance wise as I like bustier ones. But I was in just for the thrill.
S picked me up again. This time with a mini van. We had dinner. Then she drove me to somewhere I couldn't remember. We went behind the van. Heavy petting. I was lying on top of her. The tip of my cock touched her clit. She was very wet but insisted not to penetrate. ‘No , dun put in‘ she said. I waited for a few seconds ,can't think straight anymore. Slowly, I pushed in. She tried to push me away but couldn't. I was full length inside now. She closed her eyes. I moved with rhythm. She moaned. She was a little angry and asked why I lied. I just said sorry and continued. She moaned louder. I came inside her...

[Doubleface]

I hope you did not do her raw . :eek:

[Bruch]

Nice story TS

[PumaCheek]

I hope you did not do her raw . :eek:

Hopefully not . :eek:

[diputs1269]

I hope you did not do her raw . :eek:

Yes TS did her raw and do it his way.

Wonder will she shout rape? TS please continue.

[runsomewear]

Support n camping!

[Kovovo]

Dear ts moar pls:D

[modder1440]

S and I met up a few more times, with me often giving N the excuse of OT. It was always clear to me that N was the one I love and S was just for thrill. Then one evening N called and begged me to go home early ,stating she was very affected by my long working hours. At that time, N was cohabiting with me at my parents place. I ignored her plea and continued my lie. Little did I know our relationship was in deep jeopardy. I continued ignoring N for a further few more weeks.
My turn next meaningful conversation with N was her request for a breakup. I suddenly woke up. What have I done. It was a game played too far. I was naive. We broke up.
The breakup was extremely painful. I can't eat well, sleep well. Work was affected. It was a period of devastation.
I moved into a phase of recovery. My university mate Nick so happened was dumped at roughly the same time. Nick and I spent a lot of time recovering together. We became very close buddies.
What I did to N was wrong. I blamed myself. However it was the past and I need to move on.
With N I gave all my salary to her and in return she will give me pocket money. She will save my money for our wedding plan. I was happy, without thinking too much about anything besides work. I dun socialize much. I was quite a nerd. Pagers we're coming to their end and Nokia phones beginning to be dominant. Being a nerd with little friends I did not own a phone. I had five sets of shirts and happy to rotate them throughout each week. I was that simple. But with N I didn't mind a bit. I was happy. We led simple lives.
In fact, I didn't think there was anything wrong. So when my friend's wife knew I was single and was kind enough to introduce her colleague to me, I was in for a rude shock....

[modder1440]

I hope you did not do her raw . :eek:

I did it raw bro... Was naive..

[otamay]

Nice write-up, another supporter here.

[modder1440]

Am a newbie here and very humbled by all your support!

[tabliod]

Support nice story :)

[CoalMiner]

Thanks for the update TS

[TikiWiko]

Support from me too!

[Bangster]

very nicely written and it felt honest

I like the first instalment, especially where you confessed she has a dick

laughed like mad

sorry

[ibanezjem555]

Uppzz Bro TS ! Nice to hear your honest experiences. :cool:

[xijacko]

Nice, camping here

[SpanishSply]

Nice update bro

[222Neymar]

Camping for more! ;)

[modder1440]

My friend's wife Yvonne suggested that we meet at P pub. It is a typical joint that had live band and a dance floor. They played retro, contemporary and sometimes Cantonese songs. Ever since I returned to Singapore I have not visited a pub. The day came and we met in P pub. As promised, Yvonne introduced her colleague Lina to me. Lina was about 25 years old, 158cm, slim , fair, big eyes, pretty face. Looks very much like a prc. When she saw me she didn't talk much. Throughout the night she was very quiet. I didn't do much as well as I wasn't very good holding a conversation with a woman, probably lack of practice. (I am however such a charmer in irc).
A following day Shawn (husband of Yvonne) called and was very frank about Lina's assessment of me. Lina was shocked when she saw me. She asked why Yvonne introduced this type of nerd to her. The assessment shocked me. I wasn't the most handsome but I can't be that bad. It shocked me. Self confidence rocked. I was only 27. Wtf.
I decided a major make over was necessary. Changed hairstyle, changed specs, changed my dressing. Following weekend had Nick with me visiting P pub again. What the hack, stop feeling sorry about ourselves. Go and get hooked tonight. Go approach six girls surely at least one success. Just number game.
And I approached six that night. Three rejections and three successes (exchanged numbers). Not bad at all!
P pub would became me and Nick's hunting ground every week for the next six months. Nick was a good guy. He was clear and just wanted to look for a steady gf. He was a good brother and despite knowing many girls together, I didn't bed any of them, as I did not want my bro to see me as a flirt.
Then one evening Nick and I visited another pub. He met his colleague Jane. She was with her two cousins. Three of them we're hot! Especially one of her cousins Claudia. Completely my type. 171cm, d cup, long hair. I wanted her.
The following week I had dinner with Claudia. She was 21 years old, no relationship before. We had no common topic and were hardly compatible. I didn't care. My attraction to her was pure lust. On our second meeting I I asked her to be my gf. She agreed. I wanted to see her body badly...
That night I sent her home. At her hdb block staircase we kissed passionately. I was very hard. I lifted her top, she was shy. Then bra removed. It was one of the best pair of breasts I ever seen. Her skin pores were a little big but the shape was perfect. I sucked her nipples wildly. She was uneasy. I cared not. I was high, selfishly taking advantage of the innocent virgin. I wanted more but was too open. I sent her home without going further. I was evilly excited looking forward to our next meeting...

[modder1440]

very nicely written and it felt honest

I like the first instalment, especially where you confessed she has a dick

laughed like mad

sorry

Thanks bro. Wasn't the most ideal first love I know. She had a face I wanted, the dick was the unfortunately part of the package...

[modder1440]

My relationship with Claudia was complex. Her body was all I have wanted. The curves that I would die for. I am a breast guy, and I would trade looks for a perfect pair. Claudia's pair were just perfect. And I like tall and fleshy girls too. Standing at 171cm, 65kg, she was just my dream girl. Looks wise probably a 6.5/10. But as I said, looks isn't that important if she has a body I like. It seems that she will be my Ms Right, except that besides the body, there is simply nothing interest me about her. We have nothing in common. Zero.
Claudia was 21 years old then. No bf before, virgin. Very shy about sex and doesn't seem interested about it. She enjoyed the frenching part and thats all. Sex with her was like raping her. She wasn't that wet. Wet enough for me to operate, but no emotions from her. When I moved myself in and out of her, she would just stare at me. We had an open discussion about it. I asked what she likes, she said she dun really enjoy the sex part but do not mind doing with me. I did long foreplay, kissing and licking every areas possible. But same results. In the beginning thought it was just that she was inexperience. But it persisted for 2 years. It was frustrating.
I enjoyed it when she wear sexy, showing off her cleavage. She was not very comfortable though. She knew I liked it and would oblige. But she didn't enjoy it.
Two years passed, I was about 29. Her inactive in sex got me frustrated. I continued to be active in online chat. And of course, I cheated on her. I was chatting with Win for a few weeks and we decided to meet.
My first impression of Win was good, though shorter than expected. Win was a 23 year old then, fat, short, but has a pretty face. She looked very decent. She was a teacher. Due to her height (or lack of it), I thought she wasn't my type for gf. But she has a large pair of tits. Plus points. After dinner, we parted ways.
I could sense she liked me. I had not intention to leave Claudia for Win. But I wanted the thrill, I wanted to fuck Win.
My conversations with Win till then were very decent. After dinner that night, we went home and continued our conversation online. I asked her if she can be my fb, she was disappointed and asked why not gf. I said I was attached. I asked if we could meet for sex. She consented.
So the following night I drove to her place and picked her up. We drove to a park late at night. We fondled. Soon she was sucking me. She was very wild. I fucked her. She moaned. She was very wet and horny... So sexy... I missed such feeling of reciprocating... feeling that I couldn't get from Claudia....

[modder1440]

Win continued to meet me for sex for the next 5 years (roughly). She liked me and I took advantage. She was clear I would never take her as a gf, but she was willing to let me use her.
In the begining, our meetups were often led to sex at public areas. Parks, starcases etc. Sometimes she will suggest going to her house when her family were not home. She was amazingly horny, always wet. She was very accessible.
That sense of adventure in me was growing and wanted to try more. I chanced upon a groupsex forum and managed to chat up with a couple. I registered myself as a couple without having a partner then. The couple suggested we meet up.
I persuaded Win to join me. She was very hestitant in the beginning. But in the end obliged. Win was part wanting to please me and part wanting the adventure too.
In the chat, the couple introduced themselves as:
He: 40 yo, 185cm, 85kg (roughly)
She: 36 yo, 165, 55kg (roughly)
Both singaporean indians. Married with children. He was a lecturer in a certain university and she a hr executive.
So we arranged to meet at a quiet starbucks joint. Win and I were early. Win was very hestitant then. She suggested to quit. I asked her to decide only after seeing the couple. The couple finally showed up.....

[FantaZero]

Nice updates bro, more please..

[KelongPresident]

Looking forward to the next update .

[Estude]

Waiting for next update .

[otamay]

Canping for more.

[madpig88]

Nice story TS, look forward to more.

[babyonboard]

Setting up tent

[curiousSG]

More updates soon TS, nicely written story.

[ahmouse]

I wonder why has TS gone to ? Hope he is alright .

[cat81]

I wonder why has TS gone to ? Hope he is alright .

Wondering too . Wish he'll be back soon .